One or more photo(s) has been virtually staged. Outstanding opportunity to be in one of the best neighborhoods, as well as golf holes, of the Winter Park Pines Golf Course and community of Golfside! Discover the perfect blend of comfort, style, and location in this beautifully updated Mid-Century Modern 3-bedroom, 2-bath home nestled on the lush fairway of the 9th hole (formerly the 18th hole. ) With 1,740 square feet of living space, this residence offers an open and inviting layout ideal for both relaxation and entertaining. Step outside to your private backyard oasis featuring lush landscaping, a sparkling pool, soothing spa, and cozy firepit — all with serene golf course views. Patio furniture is included! Whether you're enjoying quiet mornings or hosting evening gatherings, this home offers the ultimate Florida lifestyle. It’s zoned for all top-rated schools, close to both downtown Winter Park & Baldwin Park’s shopping and dining areas. Cady Way bike trail access is located just down the street. Additional community places: Advent Health Winter Park Hospital and Medical Complex, Ward Park Athletic Complex, Center for Health & Wellbeing/Crosby Fitness Center, and Cady Way Park, are ALL within the neighborhood! Don’t miss the opportunity to live in one of Winter Park’s most desirable neighborhoods! Please see the attachments for even more details. Reach out to schedule a showing! All offers to be reviewed on Sunday evening, May 11th, 5PM.
Single-familyProperty Type
1967Year Built
0.25 acresLot Size
$433Est. Price/Sq.Ft.
2 car garageParking
Listed by Alexis Davis• FANNIE HILLMAN & ASSOCIATES
Contact: 407-644-1234
Bought with Kelly Price• KELLY PRICE & COMPANY LLC
Beautifully remodeled 3 bedroom, 2 bath Mid-Century Modern home on an oak-lined street that features picturesque views of the 18th fairway of Winter Pines Golf Club in the heart of Winter Park. The expansive updated kitchen with granite counter-tops and stainless KitchenAid appliances is a chef's delight. Sliding glass doors access the large screened in porch with beautiful views provides ample natural light and entertaining space. Conveniently located with easy access to Winter Park's Park Avenue retail district, the Winter Park YMCA, Winter Park and Orlando Health Hospitals, Rollins College, UCF. This home has wide plank oak floors, new electrical, AC, plumbing, windows, a super quiet garage door, and newer roof.
Stellar MLS as Distributed by MLS Grid #O5713547
Jul 18, 2018
Sold
$436,500
$251/sq ft
Jun 25, 2018
Pending
—
Jun 22, 2018
Relisted
—
Jun 18, 2018
Pending
—
Jun 13, 2018
Listed
$440,000
$253/sq ft
Beautifully remodeled 3 bedroom, 2 bath Mid-Century Modern home on an oak-lined street that features picturesque views of the 18th fairway of Winter Pines Golf Club in the heart of Winter Park. The expansive updated kitchen with granite counter-tops and stainless KitchenAid appliances is a chef's delight. Sliding glass doors access the large screened in porch with beautiful views provides ample natural light and entertaining space. Conveniently located with easy access to Winter Park's Park Avenue retail district, the Winter Park YMCA, Winter Park and Orlando Health Hospitals, Rollins College, UCF. This home has wide plank oak floors, new electrical, AC, plumbing, windows, a super quiet garage door, and new porch roof. Cady Way bike and exercise trail is just a few houses away and downtown Orlando is a quick drive. This home is ready for someone to come in and make it their own! Call today for your private showing.
Stellar MLS as Distributed by MLS Grid #O5445640
Jul 8, 2016
Sold
$415,000
$239/sq ft
Jun 25, 2016
Pending
—
Jun 14, 2016
Contingent
—
Jun 9, 2016
Listed
$419,900
$241/sq ft
Stellar MLS as Distributed by MLS Grid #O5359830
May 27, 2015
Sold
$275,000
$158/sq ft
May 12, 2015
Pending
—
Apr 23, 2015
Contingent
—
Apr 15, 2015
Listed
$299,000
$172/sq ft
Public Records
Jun 1, 1967
Sold
$26,700
$15/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$7,080 (+3.5%)
2024
$6,843 (+4.1%)
2023
$6,573 (+7.8%)
2022
$6,099 (+1.1%)
2021
$6,030 (+4.0%)
2020
$5,798 (+9.2%)
2019
$5,308 (+3.2%)
$190,000 + $174,430
$364,430
2018
$5,144
$190,000 + $174,430
$364,430
2017
$5,145 (+38.9%)
$190,000 + $155,432
$345,432
2016
$3,703 (−0.7%)
$190,000 + $155,432
$345,432
2015
$3,728 (+11.5%)
2014
$3,342 (+13.0%)
2013
$2,956 (+56.3%)
2012
$1,891
Tax history for 2756 Summerfield Rd
Year
Property tax
Land + Additions
Assessment*
2025
$7,080 (+3.5%)
2024
$6,843 (+4.1%)
2023
$6,573 (+7.8%)
2022
$6,099 (+1.1%)
2021
$6,030 (+4.0%)
2020
$5,798 (+9.2%)
2019
$5,308 (+3.2%)
$190,000 + $174,430
$364,430
2018
$5,144
$190,000 + $174,430
$364,430
2017
$5,145 (+38.9%)
$190,000 + $155,432
$345,432
2016
$3,703 (−0.7%)
$190,000 + $155,432
$345,432
2015
$3,728 (+11.5%)
2014
$3,342 (+13.0%)
2013
$2,956 (+56.3%)
2012
$1,891
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Public record
Zoning
Beds
3
Baths
2
Stories
1
Lot width
—
Lot depth
—
Lot size
0.25 Acres
Year renovated
2007
Sq. Ft.
1,740
Year built
1967
Style
Single Family Residential
County
Orange County
APN
302209305503080
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Aug 17, 2026.
R-1A
\N
Residential District
These districts are established within the city to provide areas for single-family dwellings and necessary accessory buildings. The regulations enumerated for this district are designed to encourage and promote the construction of and the continued use of the land for single-family dwellings, to promote and encourage a suitable environment for family life, to prohibit uses of the land which would substantially interfere with development or continuation of single-family dwellings in the districts, and to prevent use of the land for purposes which would overburden the public facilities. Permitted as conditional uses within these districts will be certain structures and uses required to serve the residents such as public schools, churches and noncommercial recreational uses. Areas zoned for R-1A districts shall be those existing low-density residential areas plus certain undeveloped areas which should develop in a similar manner according to the comprehensive plan.
Utilities: Cable Connected, Natural Gas Connected, Sewer Connected, Underground Utilities, Water Connected
Location
Multi-Unit Information
Unit Number YN: 0
Furnished: Unfurnished
HOA Information
MFR_Association2YN: 0
Association Approval Required Y/N: 0
School Information
Elementary School: Brookshire Elem
Middle Or Junior High School: Glenridge Middle
High School: Winter Park High
Location Information
Directions: Fairbanks to Lakemont, left on Lakemont (1 mile), Left on Whitehall (at light), Go 0.5 miles and make a right on Greene Dr, Left on Summerfield, go over Cady Way Trail. 2756 will be on your right hand side.
Community Information
Community Features: Golf, Street Lights
Public facts
Beds: 3
Baths: 2.0
Sq. Ft.: 1,740
Stories: 1.0
Lot Size: 0.25 acres
Style: Single Family Residential
Year Built: 1967
Year Renovated: 2007
County: Orange County
APN: 302209305503080
Home facts updated by county records on Aug 17, 2026
Other
Miscellaneous Information
Third Party YN: 1
Listing Information
Attribution Contact: 407-644-1234
Previous Status: Pending
Backups Requested YN: 1
Listing Date Information
Days to Contract: 4
Status Contractual Search Date: 2025-06-09
Listing Price Information
Calculated List Price By Calculated Sq Ft: 416.67
Green Information
Green Verification Count: 0
Direction Faces: North
Green Indoor Air Quality: HVAC UV/Elec. Filtration
Home Information
Living Area: 1740
Living Area Units: Square Feet
Living Area Source: Public Records
Living Area Meters: 161.65
Building Area Total: 2424
Building Area Units: Square Feet
Building Area Source: Public Records
Foundation Details: Slab
Levels: One
Around this home
Schools
Brookshire Elementary School
Public PreK-5 • Assigned • 0.6mi
4/10
Glenridge Middle School
Public 6-8 • Assigned • 1.5mi
7/10
Winter Park High School
Public 9-12 • Assigned • 0.6mi
7/10
Provided by GreatSchools
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
2/10 Fire Factor
0.00% chance of being in a wildfire in next 30 years
8/10 Heat Factor
7 days above 107° expected this year, 21 days in 30 years
9/10 Wind Factor
99% chance of strong winds in next 30 years
2/10 Air Factor
0 unhealthy days expected this year, 1 days in 30 years
Provided by First Street
Historical weather
Winter Park, FL • 32792
Average low and high temperatures (°F)
68
48
74
54
80
60
84
64
90
72
91
75
93
76
91
76
88
74
83
68
78
60
74
55
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
In this area, properties receive around 8.6 hours in
June and 6.8 hours in December, placing it above the
U.S. average for solar exposure.
8.6 hrs
6.8 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$716,000 – $867,000
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